Apartment holiday rentals in Naperville

Apartment in Melrose Park

4.94 out of 5 average rating, 123 reviews

KNG+QN 2bdrm/1parking space /18 min O’hare/Alstate

Top/2nd floor apartment+ parking spot in adjacent lot & playground up street Shampoo & body wash, extra towels, coffee & tea, WI-FI, books & board games, fully stocked kitchen for cooking, toaster oven, ice, iron & iron board, workspace, large screen TV 17 min-airport 18 min-Allstate arena 30 min-DT Chicago Early check-in/late checkout possible Walk to restaurants & bars/shopping & groceries/movie theater & Plaza 3 grocery stores within 10 min walk. Oak Brook/Oak Park/Rosemont shopping~ 20 min

Apartment in Cathedral Area

4.95 out of 5 average rating, 169 reviews

Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

Completely remodeled, spacious floor plan, in prime location. Everything is new. Free Wi-Fi (480Mbps) and private parking for 2 cars. Short walking distance to most anything! Near Chicago, The Rialto Theatre, Shopping Mall, Harrah's Casino, Hollywood Casino, Haley Mansion, Route 66 Raceway, Chicago Speedway, Autobahn Country Club. We have a large comfy King Size bed along with several Queen beds. Note: You must be 21 or older to book. Must provide a photo of your D.L. or State ID upon request.

4.86 out of 5 average rating, 118 reviews

City-Accessible Basement Retreat

Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!

4.91 out of 5 average rating, 178 reviews

Lovely, spacious 2bd, 1bath home w/free parking

Bring the whole family to enjoy this great place with lots of comforts and space. Beautifully decorated with reclaimed barn wood throughout the home and a completely remodeled kitchen with cute bistro table to enjoy your coffee. Wonder around this beautiful, quiet Frank Lloyd Wright neighborhood to see beautiful Victorian homes and architect or take a brisk walk to downtown Oak Park before taking in the sites in Downtown Chicago. Whether you stay for a while or a few days, welcome home!

4.97 out of 5 average rating, 310 reviews

Apartment in Cicero

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

4.86 out of 5 average rating, 292 reviews

Cozy and Character-Rich Chicago Style, Tv NFL PASS

→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Experience vintage Chicago style living in this richly characteristic brick building, situated in a safe and quiet neighborhood. ★ Property Features: • One block away from the Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable and option to use other apps • Free Laundry Room • Free Parking

4.94 out of 5 average rating, 176 reviews

A Quiet Stay While You Are Away Oak Park

Welcome to our cozy and comfortable home located in a quiet neighborhood. Our space is perfect for couples, solo travelers, small families, and long-term stays. This is a beautiful, modernist home located in the Frank Lloyd Wright District Neighborhood, a designated historic district known for its collection of homes designed by the famous architect Frank Lloyd Wright. This district features a collection of some of his iconic designs and is a destination for architecture enthusiasts.

4.99 out of 5 average rating, 155 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

4.98 out of 5 average rating, 233 reviews

Walk to Oak Park from this Newly Remodeled Gem

This is an open, bright and comfortable home that has been fully renovated, but still has the historic charm of an older house (early 1900s). With a completely updated kitchen you have everything you need to fix a good meal or you can choose to eat out at one of the many restaurants and bars/brew pubs within close proximity. The apartment has an office nook with a desk and chair for getting your work done, or you can kick back and relax in the living and dining spaces.

4.79 out of 5 average rating, 170 reviews

Apartment in Elgin

Sherwood House

Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.

4.98 out of 5 average rating, 200 reviews

Modern+Spacious W/King Bed, Walk to Town-Park Free

This historic Queen Anne home built in 1889 is in the heart of Oak Park. Centrally located and within walking distance to all tourist attractions, public transportation, great restaurants, boutiques and grocery stores. It’s the perfect base for exploring Oak Park and Chicago We kindly ask that you read our full listing description and our house rules prior to booking. 4 guests maximum-no visitors allowed

5 out of 5 average rating, 307 reviews

Like a Treehouse!

If you're coming to Illinois for any medical procedure that's no longer available in your home state, reach out to us about discounts. You'll feel like you're in a tree house in our 850 sq ft coach house, above our workshop/garage, behind our home in historic Forest Park, right next to Oak Park. Just 8 miles west of Downtown Chicago, convenient to I-290 and the Blue Line train.

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Weekly apartment rentals

Apartment in Clarendon Hills

4.75 out of 5 average rating, 57 reviews

Newly renovated Apartment.

NathaelRating, 5 stars1 week ago

The place was in a great location. Very quiet and peaceful. There is a grocery store about 2-3 blocks away from the house. The home had everything we needed , expect extra trash bags which we needed to ask for more.

5 out of 5 average rating, 25 reviews

Apartment in West Dundee

Sinclair Suites -Stylish Retro Boutique Hotel

ScottRating, 5 stars3 weeks ago

This place was perfect fir what we needed... walking distance to everything we needed, very clean, modern, stylish. bedding was high quality too!

4.79 out of 5 average rating, 14 reviews

Aurora Gem: Cozy Studio, near Downtown Aurora

FernandoRating, 5 stars1 month ago

Great place, super clean! I love red and black deco, I feel like home!

Apartment in Downers Grove

4.74 out of 5 average rating, 73 reviews

Pet friendly private studio apartment in a home

StephenRating, 5 stars1 month ago

Ms Denise was awesome, very helpful . The studio place was very clean complimentary Snacks and toiletries. She care about her guest, very helpful with night life restaurants and travel to city. Definitely recommend

4.8 out of 5 average rating, 5 reviews

Apartment in Plainfield

Odd Fellows Retreat

4.88 out of 5 average rating, 32 reviews

Loft in Aurora

4.92 out of 5 average rating, 51 reviews

Apartment in Lisle

Elegant 1BR | Perfect Location, King Bed, Desk

4.8 out of 5 average rating, 5 reviews

Cozy comfortable Studio Condo

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Private apartment rentals

5 out of 5 average rating, 28 reviews

Apartment in Chicago

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

ElizabethRating, 5 starstoday

This is a charming and very comfortable unit. All the amenities are thoughtful and more generous than most other AirBNBs that I’ve stayed. We found the location very convenient to family and Northwestern U, and even getting downtown. The unit was spotless, clean and organized. And exceeded our expectations. Being able to park in the garage was a huge benefit for us. We had a busy schedule with leaving in the morning and not getting back until later evening. It was so nice not to have to search for street parking and not have that worry. We very much enjoyed our stay. This will be our “place” when we return. Elizabeth

Apartment in Highland Park

5 out of 5 average rating, 40 reviews

Full Apartment green oasis in law suite

BrookeRating, 5 stars2 weeks ago

Had a lovely stay with Lola! She was very kind and responsive :) the property was beautiful and very well kept! Definitely felt like a home away from home! Will 100% stay agin if in the area!

4.99 out of 5 average rating, 156 reviews

Sunny 1 bedroom apartment 1 block from restaurants

EleanorRating, 5 stars1 week ago

Jim was a fantastic host. Very responsive and timely in his communications and support for our needs during our stay in their place. Their home was comfortable and well appointed with additional amenities you don't often see in AirBnB spaces, like N'espresso appliances and supplies. We would definitely consider repeat visits! Thank you, Jim!

4.92 out of 5 average rating, 101 reviews

Apartment in Maywood

Cozy guest studio, great for couples!

BrittanyRating, 5 stars1 week ago

Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

4.75 out of 5 average rating, 12 reviews

Apartment in Worth

Charming 1-Bedroom in Worth, IL

FaithRating, 5 stars4 weeks ago

Great visit , everything was clean, instructions clear, we enjoyed our stay.

4.81 out of 5 average rating, 53 reviews

Apartment in Berwyn

Private Garden APT/ Cozy/Warm

CalebRating, 5 stars1 day ago

Quiet and friendly neighborhood. Very walkable. Place had everything I needed for the stay. Will definitely return if I’m ever in the area again.

Apartment in Cathedral Area

5 out of 5 average rating, 10 reviews

Sunny 2-bedroom apartment in Joliet

AmandaRating, 5 stars6 months ago

Wonderful place and I was glad that all matched what the pictures showed. Very cute space and I liked the kitchen plates, great quality! Will definitely stay here again.